Many STR owners have ventured into MTR to supplement their income and we have far more supply than we did 2 years ago.With your desired price range of under $100k inventory is likely to be very limited. 

Great income producing property, and will be more cash flow positive if rates go down and I can refinance.

For example, Would they entertain owning two houses, if the FL one supported itself and even paid for their new primary residence, if it brought them income and they never had to spend a second thinking about it?

The length of lease, market income, strength of tenant, and sales data, are just as important as the location when evaluating these assets.  

According to passive activity loss rules, every business is obligated to adhere to specific criteria, especially when it comes to short-term rentals.

I think there is a common misconception that when you say "single mom" you think of poverty/low education/low income.

By accelerating your depreciation schedules, you reduce your taxable income which in turn increases your operating cash flow.

You need to meet one of them to be considered materially participating.Spend more than 500 hours on your rental businessDo substantially everything for the rental businessSpend more than 100 hours on the activity and no one other individual spends more time than you doSignificant participation activity for more than 100 hours, and your combined activity in all significant participation activities exceeds 500 hoursParticipating in the business for five of the 10 previous taxable yearsPersonal service activity (non income-producing) for three of the previous taxable yearsRegular, continuous, provable participation in the business for more than 100 hoursThe first three are the ones the majority of real estate investors will evaluate and attempt to qualify for....

Asking residents to confirm they had no prior evictions, met income requirements, and had the minimum credit score didn’t ensure they were going to tell us the truth, but it did at least allow the honest ones to opt themselves out.

That income you are making now, is already being eroded by inflation and will continue to be eroded as rates fall.The answer to all of our financial problems is cash.